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JEE Main levelNumerical answerDifficulty 2 of 3co228

The aldehyde shown is mixed with ethanal in dilute NaOH. Counting only aldol addition products (beta-hydroxy aldehydes) as different constitutional isomers, and ignoring stereoisomers, how many different products can form? Give the answer as an integer.

Numerical answer type, tolerance 0.5.

Answer: 4

The drawn compound is propanal. Both aldehydes have alpha-hydrogens, so each can act as nucleophile and electrophile: ethanal + ethanal, propanal + propanal, ethanal enolate + propanal, propanal enolate + ethanal give four different constitutions (checked with RDKit canonical SMILES). Answer: 4.
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